Characterization of a novel phenol hydroxylase in indoles biotransformation from a strain Arthrobacter sp. W1 [corrected].

Indigoids, as popular dyes, can be produced by microbial strains or enzymes catalysis. However, the new valuable products with their transformation mechanisms, especially inter-conversion among the intermediates and products have not been clearly identified yet. Therefore, it is necessary to investi...

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Main Authors: Yuanyuan Qu, Shengnan Shi, Hao Zhou, Qiao Ma, Xinliang Li, Xuwang Zhang, Jiti Zhou
Format: Article
Language:English
Published: Public Library of Science (PLoS) 2012-01-01
Series:PLoS ONE
Online Access:http://europepmc.org/articles/PMC3441600?pdf=render
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spelling doaj-f249ba2a315f46dd8e4c1b0aa4df09ee2020-11-24T21:55:20ZengPublic Library of Science (PLoS)PLoS ONE1932-62032012-01-0179e4431310.1371/journal.pone.0044313Characterization of a novel phenol hydroxylase in indoles biotransformation from a strain Arthrobacter sp. W1 [corrected].Yuanyuan QuShengnan ShiHao ZhouQiao MaXinliang LiXuwang ZhangJiti ZhouIndigoids, as popular dyes, can be produced by microbial strains or enzymes catalysis. However, the new valuable products with their transformation mechanisms, especially inter-conversion among the intermediates and products have not been clearly identified yet. Therefore, it is necessary to investigate novel microbial catalytic processes for indigoids production systematically.A phenol hydroxylase gene cluster (4,606 bp) from Arthrobacter sp. W1 (PH(w1)) was obtained. This cluster contains six components in the order of KLMNOP, which exhibit relatively low sequence identities (37-72%) with known genes. It was suggested that indole and all the tested indole derivatives except for 3-methylindole were transformed to various substituted indigoid pigments, and the predominant color products derived from indoles were identified by spectrum analysis. One new purple product from indole, 2-(7-oxo-1H-indol-6(7H)-ylidene) indolin-3-one, should be proposed as the dimerization of isatin and 7-hydroxylindole at the C-2 and C-6 positions. Tunnel entrance and docking studies were used to predict the important amino acids for indoles biotransformation, which were further proved by site-directed mutagenesis.We showed that the phenol hydroxylase from genus Arthrobacter could transform indoles to indigoids with new chemical compounds being produced. Our work should show high insights into understanding the mechanism of indigoids bio-production.http://europepmc.org/articles/PMC3441600?pdf=render
collection DOAJ
language English
format Article
sources DOAJ
author Yuanyuan Qu
Shengnan Shi
Hao Zhou
Qiao Ma
Xinliang Li
Xuwang Zhang
Jiti Zhou
spellingShingle Yuanyuan Qu
Shengnan Shi
Hao Zhou
Qiao Ma
Xinliang Li
Xuwang Zhang
Jiti Zhou
Characterization of a novel phenol hydroxylase in indoles biotransformation from a strain Arthrobacter sp. W1 [corrected].
PLoS ONE
author_facet Yuanyuan Qu
Shengnan Shi
Hao Zhou
Qiao Ma
Xinliang Li
Xuwang Zhang
Jiti Zhou
author_sort Yuanyuan Qu
title Characterization of a novel phenol hydroxylase in indoles biotransformation from a strain Arthrobacter sp. W1 [corrected].
title_short Characterization of a novel phenol hydroxylase in indoles biotransformation from a strain Arthrobacter sp. W1 [corrected].
title_full Characterization of a novel phenol hydroxylase in indoles biotransformation from a strain Arthrobacter sp. W1 [corrected].
title_fullStr Characterization of a novel phenol hydroxylase in indoles biotransformation from a strain Arthrobacter sp. W1 [corrected].
title_full_unstemmed Characterization of a novel phenol hydroxylase in indoles biotransformation from a strain Arthrobacter sp. W1 [corrected].
title_sort characterization of a novel phenol hydroxylase in indoles biotransformation from a strain arthrobacter sp. w1 [corrected].
publisher Public Library of Science (PLoS)
series PLoS ONE
issn 1932-6203
publishDate 2012-01-01
description Indigoids, as popular dyes, can be produced by microbial strains or enzymes catalysis. However, the new valuable products with their transformation mechanisms, especially inter-conversion among the intermediates and products have not been clearly identified yet. Therefore, it is necessary to investigate novel microbial catalytic processes for indigoids production systematically.A phenol hydroxylase gene cluster (4,606 bp) from Arthrobacter sp. W1 (PH(w1)) was obtained. This cluster contains six components in the order of KLMNOP, which exhibit relatively low sequence identities (37-72%) with known genes. It was suggested that indole and all the tested indole derivatives except for 3-methylindole were transformed to various substituted indigoid pigments, and the predominant color products derived from indoles were identified by spectrum analysis. One new purple product from indole, 2-(7-oxo-1H-indol-6(7H)-ylidene) indolin-3-one, should be proposed as the dimerization of isatin and 7-hydroxylindole at the C-2 and C-6 positions. Tunnel entrance and docking studies were used to predict the important amino acids for indoles biotransformation, which were further proved by site-directed mutagenesis.We showed that the phenol hydroxylase from genus Arthrobacter could transform indoles to indigoids with new chemical compounds being produced. Our work should show high insights into understanding the mechanism of indigoids bio-production.
url http://europepmc.org/articles/PMC3441600?pdf=render
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